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33. E. Ruoslahti, S.N. Bhatia, M.J. Sailor, Targeting of drugs and nanoparticles to tumors. J. Cell
Biol. 188(6), 759–768 (2010)
34. Z. Cheng, A. Al Zaki, J.Z. Hui, V.R. Muzykantov, A. Tsourkas, Multifunctional
nanoparticles: cost versus benefit of adding targeting and imaging capabilities. Science 338
(6109), 903–910 (2012)
35. M.W. Ambrogio, C.R. Thomas, Y.L. Zhao, J.I. Zink, J.F. Stoddart, Mechanized silica
nanoparticles: a new frontier in theranostic nanomedicine. Acc. Chem. Res. 44(10), 903–913
(2011)
36. Z. Li, J.C. Barnes, A. Bosoy, J.F. Stoddart, J.I. Zink, Mesoporous silica nanoparticles in
biomedical applications. Chem. Soc. Rev. 41(7), 2590–2605 (2012)
37. A. De la Zerda, C. Zavaleta, S. Keren, S. Vaithilingam, S. Bodapati, Z. Liu et al., Carbon
nanotubes as photoacoustic molecular imaging agents in living mice. Nat. Nanotechnol. 3(9),
557–562 (2008)
38. J.M. Rosenholm, V. Mamaeva, C. Sahlgren, M. Lindén, Nanoparticles in targeted cancer
therapy: mesoporous silica nanoparticles entering preclinical development stage.
Nanomedicine (London) 7(1), 111–120 (2012)
39. S.B. Lee, H.L. Kim, H.J. Jeong, S.T. Lim, M.H. Sohn, D.W. Kim, Mesoporous silica
nanoparticle pretargeting for PET imaging based on a rapid bioorthogonal reaction in a living
body. Angew. Chem. Int. Ed. Engl. 52, 10549–10552 (2013)
40. J. Lu, M. Liong, Z. Li, J.I. Zink, F. Tamanoi, Biocompatibility, biodistribution, and
drug-delivery efficiency of mesoporous silica nanoparticles for cancer therapy in animals.
Small 6(16), 1794–1805 (2010)
41. S.L. Deutscher, Phage display in molecular imaging and diagnosis of cancer. Chem. Rev. 110
(5), 3196–3211 (2010)
42. K. Chen, P.S. Conti, Target-specific delivery of peptide-based probes for PET imaging. Adv.
Drug Deliv. Rev. 62(11), 1005–1022 (2010)
43. S.M. Okarvi, Recent progress in fluorine-18 labelled peptide radiopharmaceuticals. Eur.
J. Nucl. Med. 28(7), 929–938 (2001)
44. S. Gester, F. Wuest, B. Pawelke, R. Bergmann, J. Pietzsch, Synthesis and biodistribution of
an
18
F-labelled resveratrol derivative for small animal positron emission tomography. Amino
Acids 29(4), 415–428 (2005)
45. S. Lee, J. Xie, Chen X. Peptides and peptide hormones for molecular imaging and disease
diagnosis. Chem. Rev. 110(5), 3087–3111 (2010)
46. T. Reiner, E.J. Keliher, S. Earley, B. Marinelli, R. Weissleder, Synthesis and in vivo imaging
of a
18
F-labeled PARP1 inhibitor using a chemically orthogonal scavenger-assisted
high-performance method. Angew. Chem. Int. Ed. Engl. 50(8), 1922–1925 (2011)
47. K. Sachin, V.H. Jadhav, E.M. Kim, H.L. Kim, S.B. Lee, H.J. Jeong et al., F-18 labeling
protocol of peptides based on chemically orthogonal strain-promoted cycloaddition under
physiologically friendly reaction conditions. Bioconjug. Chem. 23(8), 1680–1686 (2012)
48. H.L. Kim, K. Sachin, H.J. Jeong, W. Choi, H.S. Lee, D.W. Kim, F-18 Labeled RGD probes
based on bioorthogonal strain-promoted click reaction for PET imaging. ACS Med. Chem.
Lett. 6(4), 402–407 (2015)
49. R.D. Carpenter, S.H. Hausner, J.L. Sutcliffe, Copper-free click for PET: rapid 1,3-dipolar
cycloadditions with a fluorine-18 cyclooctyne. ACS Med. Chem. Lett. 2(12), 885–889 (2011)
50. S.H. Hausner, R.D. Carpenter, N. Bauer, J.L. Sutcliffe, Evaluation of an integrin a v b 6 -specific
peptide labeled with [
18
F]fluorine by copper-free, strain-promoted click chemistry. Nucl.
Med. Biol. 40(2), 233–239 (2013)
51. S. Arumugam, J. Chin, R. Schirrmacher, V.V. Popik, A.P. Kostikov, [
18
F]
Azadibenzocyclooctyne ([
18
F]ADIBO): A biocompatible radioactive labeling synthon for
peptides using catalyst free [3 + 2] cycloaddition. Bioorg. Med. Chem. Lett. 21(23), 6987–
6991 (2011)
274
D. W. Kim
nanoparticles. Chem. Soc. Rev. 40, 233–245 (2011)
33. E. Ruoslahti, S.N. Bhatia, M.J. Sailor, Targeting of drugs and nanoparticles to tumors. J. Cell
Biol. 188(6), 759–768 (2010)
34. Z. Cheng, A. Al Zaki, J.Z. Hui, V.R. Muzykantov, A. Tsourkas, Multifunctional
nanoparticles: cost versus benefit of adding targeting and imaging capabilities. Science 338
(6109), 903–910 (2012)
35. M.W. Ambrogio, C.R. Thomas, Y.L. Zhao, J.I. Zink, J.F. Stoddart, Mechanized silica
nanoparticles: a new frontier in theranostic nanomedicine. Acc. Chem. Res. 44(10), 903–913
(2011)
36. Z. Li, J.C. Barnes, A. Bosoy, J.F. Stoddart, J.I. Zink, Mesoporous silica nanoparticles in
biomedical applications. Chem. Soc. Rev. 41(7), 2590–2605 (2012)
37. A. De la Zerda, C. Zavaleta, S. Keren, S. Vaithilingam, S. Bodapati, Z. Liu et al., Carbon
nanotubes as photoacoustic molecular imaging agents in living mice. Nat. Nanotechnol. 3(9),
557–562 (2008)
38. J.M. Rosenholm, V. Mamaeva, C. Sahlgren, M. Lindén, Nanoparticles in targeted cancer
therapy: mesoporous silica nanoparticles entering preclinical development stage.
Nanomedicine (London) 7(1), 111–120 (2012)
39. S.B. Lee, H.L. Kim, H.J. Jeong, S.T. Lim, M.H. Sohn, D.W. Kim, Mesoporous silica
nanoparticle pretargeting for PET imaging based on a rapid bioorthogonal reaction in a living
body. Angew. Chem. Int. Ed. Engl. 52, 10549–10552 (2013)
40. J. Lu, M. Liong, Z. Li, J.I. Zink, F. Tamanoi, Biocompatibility, biodistribution, and
drug-delivery efficiency of mesoporous silica nanoparticles for cancer therapy in animals.
Small 6(16), 1794–1805 (2010)
41. S.L. Deutscher, Phage display in molecular imaging and diagnosis of cancer. Chem. Rev. 110
(5), 3196–3211 (2010)
42. K. Chen, P.S. Conti, Target-specific delivery of peptide-based probes for PET imaging. Adv.
Drug Deliv. Rev. 62(11), 1005–1022 (2010)
43. S.M. Okarvi, Recent progress in fluorine-18 labelled peptide radiopharmaceuticals. Eur.
J. Nucl. Med. 28(7), 929–938 (2001)
44. S. Gester, F. Wuest, B. Pawelke, R. Bergmann, J. Pietzsch, Synthesis and biodistribution of
an
18
F-labelled resveratrol derivative for small animal positron emission tomography. Amino
Acids 29(4), 415–428 (2005)
45. S. Lee, J. Xie, Chen X. Peptides and peptide hormones for molecular imaging and disease
diagnosis. Chem. Rev. 110(5), 3087–3111 (2010)
46. T. Reiner, E.J. Keliher, S. Earley, B. Marinelli, R. Weissleder, Synthesis and in vivo imaging
of a
18
F-labeled PARP1 inhibitor using a chemically orthogonal scavenger-assisted
high-performance method. Angew. Chem. Int. Ed. Engl. 50(8), 1922–1925 (2011)
47. K. Sachin, V.H. Jadhav, E.M. Kim, H.L. Kim, S.B. Lee, H.J. Jeong et al., F-18 labeling
protocol of peptides based on chemically orthogonal strain-promoted cycloaddition under
physiologically friendly reaction conditions. Bioconjug. Chem. 23(8), 1680–1686 (2012)
48. H.L. Kim, K. Sachin, H.J. Jeong, W. Choi, H.S. Lee, D.W. Kim, F-18 Labeled RGD probes
based on bioorthogonal strain-promoted click reaction for PET imaging. ACS Med. Chem.
Lett. 6(4), 402–407 (2015)
49. R.D. Carpenter, S.H. Hausner, J.L. Sutcliffe, Copper-free click for PET: rapid 1,3-dipolar
cycloadditions with a fluorine-18 cyclooctyne. ACS Med. Chem. Lett. 2(12), 885–889 (2011)
50. S.H. Hausner, R.D. Carpenter, N. Bauer, J.L. Sutcliffe, Evaluation of an integrin a v b 6 -specific
peptide labeled with [
18
F]fluorine by copper-free, strain-promoted click chemistry. Nucl.
Med. Biol. 40(2), 233–239 (2013)
51. S. Arumugam, J. Chin, R. Schirrmacher, V.V. Popik, A.P. Kostikov, [
18
F]
Azadibenzocyclooctyne ([
18
F]ADIBO): A biocompatible radioactive labeling synthon for
peptides using catalyst free [3 + 2] cycloaddition. Bioorg. Med. Chem. Lett. 21(23), 6987–
6991 (2011)
274
D. W. Kim